If you haven't read the first installment, please do. We start here with me trapped in my hotel room by two maids turned mistresses, crossdressed, gagged, cock-caged and without my clothes.
They did leave a note taped to the back of the door telling me to pee; drink the sports drink on the bathroom counter by plugging the straw into the hole in the penis gag and sucking; and then to get a nap because I was going to need it. It said not to remove the high heels or anything else, and not to lock or bolt the door. I knew that they would have a master key that would let them in, if the door wasn't bolted from the inside. Given they had all of my clothes I certainly wanted them to come back in.
I read the note twice, then went to the bathroom, picked up the sports drink, and sat carefully on the commode with my knees spread so the cock cage would hang down low enough that I could pee without getting any on my outfit. Thankfully the straw fit into the exposed end of the penis gag and I sucked the refreshing liquid into my throat by fellating the penis. I would find out much later that the drink was loaded with Viagra, horny goat week, B12, caffeine, and some other goodies. I used some toilet paper to dry the cage, flushed, and made my way to the bed wishing I had more practice in the heels. A wish that my mistresses would fulfill.
First, I tried sleeping on my back, but my butt was too sore, then I tried my stomach and the cock cage was too uncomfortable. It seemed like I had just found a reasonable compromise on my side when someone pushed me onto my stomach and with their knee in my back cuffed my hands behind my back and snapped a mask onto the head harness and over my eyes. When they were repositioning themselves to face my feet, I thought I might have felt a penis drag across my hands, but I wasn't sure. A butt came down on my shoulders, renewing the pain in my nipples from the clamps, and they began raining down blows onto my butt with a paddle. They started medium speed and strength, alternating cheeks, and then progressively got harder but slower. Towards the end my ass felt like it was literally on fire and I could feel their weight shifting up and down with the effort of their swings. Before the pain got too intense I did think I felt something tapping, almost bouncing, on my back between their legs, but I couldn't tell what it was.
Soon enough my entire focus was on my ass and the tears soaking the blindfold. I was gasping and sobbing around the penis gag and panties, clenching my hands so tightly that I felt my short fingernails starting to bite into my palms. I got to the point that I couldn't take it anymore, but more came. I entered an altered state of mind where the only thing that existed was my flaming ass. The beating did finally stop, but my sobbing continued. The person on my back climbed off without a word, grabbed my ankles and pulled me to the end of the bed. Then they grabbed my arms and made me stand on those heels. They guided me back a few steps until I felt a chair touch the back of my knees. Pressure on my shoulders let me know to sit, so I started down only to feel something poke my ass and jump back up. They pushed down again and the pressure returned and this time, when I felt the object they continued to push down until it began entering my ass. It got bigger and bigger until I knew I couldn't take any more. I was screaming through the gag and shaking my head no, but the pressure increased and it popped in. There was relief at first and then I realized that I was not seated, the pushing started again and, with it, the pain as my ass was forced even wider than before. The second part popped in and I plopped down, only to feels instant pain in and on my ass. Evidently the Tiger Balm was back and they had placed very coarse sandpaper in the chair!
Then someone in stockings sat on my thighs but towards my knees. They reached down, unlocked the cock cage, and slowly removed it. Someone else started playing with the clamps on both of my nipples, and then a third set of hands pulled my ankles backwards and hooked them to the rear chair legs. My mind was trying to process all of this but the hand slowly massaging my penis, along with the pain in my ass and nipples, made straight thinking impossible.
When my dick was hard as a rock, the person on my thighs stood up slightly, shifted forward, and inserted it into her vagina. If the ring behind my cock and balls had not been so tight I think I would have exploded right then. So much pain and now so much pleasure. I did not every remember my cock being so big or so sensitive. The feeling was so wonderful that I was moaning and started crying again. Just then my blindfold was removed and I was looking into the beautiful face of my wife! Questions tried to flood my mind by sensory overload kept me totally confused. She wasn't laughing or angry or really displaying any emotion on her face. She did start moving up and down slowly on my cock while holding onto the top of my shoulders. When she was all the way seated she would shift back and forth enough to remind me of the sandpaper and my raw ass.
I didn't know what to say, but with the gag in place I wasn't going to say anything anyway so it didn't matter. Mistress Y appeared behind her and started massaging her breasts. My wife closed her eyes briefly and moaned softly. Then Mistress Y moved her right hand down and my wife's moans increased. She also picked up her pace on my penis and began fucking me in earnest. It was obvious from her increasing volume that Mistress Y was keeping up with her movements. In short order she was pounding herself down on my cock and making more noise than I ever remembered hearing during our love making. Her climax was amazing to watch even though considerable personal pain accompanied it. She slumped forward onto my left shoulder and panted.
Mistress M whispered in my right ear that I was not to say a single word until given permission and I nodded in agreement. She removed the penis gag and not-as-dirty panties from my mouth and I realized that I must have really been working that gag over based on the soreness of my jaw. Mistress Y helped my wife sit up a bit and then begin to stand. I could feel her hand near my dick but wasn't sure what she was doing. Mistress M released my ankles, and when my wife was standing, leaning heavily on Mistress Y, Mistress M led me to the bed, pulled the nipple clamps off, and had me lay on my back with my head on the bottom corner closest to my wife. Mistress Y helped my wife over to the bed with her hand covering my wife's pussy. They had her straddle my face before she removed her hand and told me to start licking gently and not to stop until I had permission.
I licked and sucked my wife's cum that had been trapped inside by Mistress Y's hand. It was the most wonderful taste I had ever had and it seemed that the more I licked the more her juices flowed. She was almost still at first and then slowly began to move back and forth on my tongue. Eventually she bumped her clit on my nose, at first accidentally, then very much on purpose. It wasn't too long before she was full-fledged humping my face and then cumming like crazy! The whole time my cock is bobbing and bouncing and being completely ignored.